Synthesis of 4-Quinolones through Nickel-Catalyzed Intramolecular Amination on the β-Carbon of o-(N-Alkylamino)propiophenones

被引:15
作者
Ueno, Satoshi [1 ]
Shimizu, Ryosuke [1 ]
Maeda, Ryohei [1 ]
Kuwano, Ryoichi [1 ]
机构
[1] Kyushu Univ, Grad Sch Sci, Dept Chem, Higashi Ku, Fukuoka 8128581, Japan
关键词
nickel; cyclization; amination; ketones; oxidation; SUGASAWA REACTION; 2-ARYL-4-QUINOLONES; 4-HYDROXYQUINOLINE; CYCLIZATION; AMIDATION; INHIBITOR; ANILINES; MILD;
D O I
10.1055/s-0031-1291146
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
o-(N-Alkylamino)propiophenones are converted into 4-quinolones in the presence of chlorobenzene, potassium phosphate, morpholine, and nickel(0) catalyst. The reaction proceeds through the nickel-catalyzed formation of beta-enaminones from o-(N-alkylamino)propiophenones and morpholine, followed by the intramolecular transamination.
引用
收藏
页码:1639 / 1642
页数:4
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